Hydrophobically Modified Celluloses: Preparation, Structure and Application

TAUBNER, Tomáš, SYNYTSYA, Andriy., TŮMA, Jan, SOBEK, Jiří, MAROUNEK, Milan, DUŠKOVÁ, Dagmar a ČOPÍKOVÁ, Jana., 2013 Hydrophobically Modified Celluloses: Preparation, Structure and Application. In Proceedings of the 9th International Conference on Polysaccharides-Glycoscience. Prague: Czech Chemical Society, Novotneho Lavka 5, Prague, Czech Republic, s. 53-57. ISSN 978-80-86238-58-6
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Cellulose is the most abundant organic material in the Earth. This polysaccharide has been used for preparing of various derivatives of medicinal importance. Among them, oxidized monocarboxy cellulose (MCC) and/or carboxymethylcellulose (CMC) have many applications including food, pharmacy, medicinal materials, cosmetics etc. Both MCC and CMC contain reactive carboxylic groups and thus may undergo further chemical modifications involving carboxyls to obtain novel perspective derivatives. This work is focused on methyl esterification and following amidation of MCC and CMC with various amidation reagents. Methyl esters were prepared by reaction of mentioned polysaccharides with methanol at acidic conditions. Then obtained methyl esters were used for amino-de-alkoxylation with primary amines, hydrazine and hydroxylamine reagents. Another approach included one-step microwave-assisted amidation of MCC or CMC by the same reagents. Substitution and purity of the reaction products were monitored by organic elemental analysis and FTIR spectroscopy. Analytical methods confirmed the preparation of highly substituted methyl esters and highly or moderately substituted N-alkylamides, hydrazides and hydroxamic acids with hydrophilic and hydrophobic properties. Partially, hydrophobically modified cellulose derivatives have potential use in pharmacy as cholesterol sorbents due to the presence of long alkyl substituents. The in vitro sorption experiments and in vivo feed testing on animals confirmed their benefits in cholesterol lowering in comparison with cholestyramine, synthetic bile acid sorbent.

ProjektInhibice intestinální absorpce sterolů hydrofobně modifikovanými polysacharidy
OdděleníFyziologie výživy a jakost produkce